Dimethylformamide → 2-Nitro-4-[(2,2,3,3-tetrafluoropropyl)sulfanyl]aniline

HRID 1414790

반응식

HRID 1414790 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]#N)=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].CN(C)C=O.[BH4-].[Na+].IC[C:23]([F:28])([F:27])[CH:24]([F:26])[F:25]>O>[N+:11]([C:3]1[CH:4]=[C:5]([S:8][CH2:9][C:23]([F:28])([F:27])[CH:24]([F:26])[F:25])[CH:6]=[CH:7][C:2]=1[NH2:1])([O-:13])=[O:12]

참가 물질

6

반응물 4

HCID 6228Dimethylformamide2회HCID 1046774-Amino-3-nitrophenyl thiocyanateHCID 5428611,1,2,2-Tetrafluoro-3-iodopropaneHCID 4311764Sodium borohydride

생성물 1

HCID 203711392-Nitro-4-[(2,2,3,3-tetrafluoropropyl)sulfanyl]aniline

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

5 G. of 1-amino-2-nitro-4-thiocyanatobenzene in 20 ml. of dimethylformamide is heated under nitrogen with 0.97 g. of sodium borohydride in 20 ml. of dimethylformamide at not greater than 30° C. The mixture is stirred at 15° to 20° C for 1 hour, then treated with 6 g. of 1-iodo-2,2,3,3-tetrafluoropropane. The mixture is heated to 100° C for 4 hours, then cooled and diluted with water. The mixture is extracted with chloroform and the chloroform is evaporated to yield a red oil. Chromatography on silica gel gives 2-nitro-4-(2,2,3,3-tetrafluoropropylthio) aniline.

후처리

  1. customat not greater than 30° C
  2. additiontreated with 6 g
  3. temperaturecooled
  4. extractionThe mixture is extracted with chloroform
  5. customthe chloroform is evaporated
  6. customto yield a red oil

출처 및 근거

ORD 기록
ord-ccc99bbf4b044356a10ede892ba8ca4f
출처 데이터셋
uspto-grants-1977_01
특허 번호
US04002640

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